31706-23-7

Basic information

• Product Name: Ethyl 2-bromo-3-nitrobenzoate
• Synonyms: 2-BROMO-3-NITRO-BENZOIC ACID ETHYL ESTER;ETHYL 2-BROMO-3-NITROBENZOATE;REF DUPL: 2-Bromo-3-nitro-benzoic acid ethyl ester;Benzoic acid, 2-broMo-3-nitro-, ethyl ester;METHL 5-BROMO-2-HYDROXYBENZOATE
• CAS NO: 31706-23-7
• Molecular Formula: C₉H₈BrNO₄
• Molecular Weight: 274.07
• Mol File: 31706-23-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 38 °C
• Boiling Point: 314 °C
• Flash Point: 144 °C
• Appearance: /
• Density: 1.594
• Vapor Pressure: 0.000463mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: Ethyl 2-bromo-3-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-bromo-3-nitrobenzoate(31706-23-7)
• EPA Substance Registry System: Ethyl 2-bromo-3-nitrobenzoate(31706-23-7)

Safety Data

• Hazardous Substances Data: 31706-23-7(Hazardous Substances Data)

Usage

General Description

Ethyl 2-bromo-3-nitrobenzoate is a chemical compound classified as an aromatic ester. Its molecular formula is C9H8BrNO4, and it possesses properties derived from both the phenyl group, due to the presence of a benzene ring in its structure, and the ester group, due to the inclusion of ethyl-derived ester functionality. It contains bromine and nitrogen functionalities that contribute to its overall reactivity. Ethyl 2-bromo-3-nitrobenzoate is primarily used in the field of synthetic organic chemistry, often serving as an intermediate in the synthesis of various chemical compounds. However, like many chemicals, it requires careful handling due to its potential hazards.

InChI:InChI=1/C9H8BrNO4/c1-2-15-9(12)6-4-3-5-7(8(6)10)11(13)14/h3-5H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 573-54-6 2-bromo-3-nitro-benzoic acid 

Downstream Products

• 91873-12-0 ethyl 3-nitro-2-(trimethylsilylethynyl)benzoate 
• 50614-84-1 ethyl indole-4-carboxylate 
• 400803-14-7 4-(2-methoxycarbonyl-6-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester 
• 31775-97-0 7-nitro-1H-indazol-3-ol 
• 400802-62-2 2-(4-{2-Hydroxy-3-[5-methanesulfonyl-3-(4-trifluoromethyl-phenyl)-4,5,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-1-yl]-propyl}-piperazin-1-yl)-3-methanesulfonylamino-benzoic acid methyl ester 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of 2-(2-Bromo-3-nitrophenyl)-5-phenyl-1,3,4-oxadiazole Derivatives as Possible Anti-Breast Cancer Agents

Breast Cancer (BCa) is the most often diagnosed cancer among women who were in the late 1940’s. Breast cancer growth is largely dependent on the expression of estrogen and progesterone receptor. Breast cancer cells may have one, both, or none of these receptors. The treatment for breast cancer may involve surgery, hormonal therapy (Tamoxifen, an aromatase inhibitor, etc.) and oral chemotherapeutic drugs. The molecular docking technique reported the findings on the potential binding modes of the 2-(2-bromo-3-nitrophenyl)-5-phenyl-1,3,4-oxadiazole derivatives with the estrogen receptor (PDB ID: 3ERT). The 1,3,4-oxadiazole derivatives 4a–4j have been synthesized and described by spectroscopic method. 2-(2-Bromo-6-nitrophenyl)-5-(4-bromophenyl)-1,3,4-oxadiazole (4c) was reconfirmed by single-crystal XRD. All the compounds have been tested in combination with generic Imatinib pharmaceutical drug against breast cancer cell lines isolated from Caucasian woman MCF-7, MDA-MB-453 and MCF-10A non-cancer cell lines. The compounds with the methoxy (in 4c) and methyl (in 4j) substitution were shown to have significant cytotoxicity, with 4c showing dose-dependent activation and decreased cell viability. The mechanism of action was reported by induced apoptosis and tested by a DNA enzyme inhibitor experiment (ELISA) for Methyl Transferase. Molecular dynamics simulations were made for hit molecule 4c to study the stability and interaction of the protein?ligand complex. The toxicity properties of ADME were calculated for all the compounds. All these results provide essential information for further clinical trials.